Antimicrobial activity of sulfonamides containing 5-chloro-2-hydroxybenzaldehyde and 5-chloro-2-hydroxybenzoic acid scaffold
Language English Country France Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
22365879
DOI
10.1016/j.ejmech.2012.01.060
PII: S0223-5234(12)00076-1
Knihovny.cz E-resources
- MeSH
- Anti-Infective Agents chemical synthesis pharmacology MeSH
- Bacteria drug effects MeSH
- Benzamides chemical synthesis pharmacology MeSH
- Fungi drug effects MeSH
- Magnetic Resonance Spectroscopy MeSH
- Microbial Sensitivity Tests MeSH
- Molecular Structure MeSH
- Spectrophotometry, Infrared MeSH
- Sulfonamides chemical synthesis chemistry pharmacology MeSH
- Thiazoles chemical synthesis pharmacology MeSH
- Structure-Activity Relationship MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 4-(5-chloro-2-hydroxybenzylideneamino)-N-(thiazol-2-yl)benzenesulfonamide MeSH Browser
- 4-amino-N-(thiazol-2-yl)benzenesulfonamide MeSH Browser
- 5-chloro-N-(4-(N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl)phenyl)-2-hydroxybenzamide MeSH Browser
- Anti-Infective Agents MeSH
- Benzamides MeSH
- Sulfonamides MeSH
- Thiazoles MeSH
A series of novel sulfonamides containing 5-chloro-2-hydroxybenzaldehyde or 5-chloro-2-hydroxybenzoic acid scaffolds were designed, synthesized and characterized by IR, (1)H NMR and (13)C NMR. All ten target synthesized derivatives and starting sulfonamides were evaluated in vitro for the activity against Gram-positive and Gram-negative bacteria, fungi, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium kansasii. The most active compound against methicillin-sensitive and methicillin-resistant Staphyloccoccus aureus was 5-chloro-N-{4-[N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}-2-hydroxybenzamide with MIC 15.62-31.25 μmol/L. 4-Amino-N-(thiazol-2-yl)benzenesulfonamide and 4-(5-chloro-2-hydroxybenzylideneamino)-N-(thiazol-2-yl)benzenesulfonamide have shown the best activity against M. kansasii at the concentrations of 1-4 μmol/L. The efficacy against other strains was weaker and the studied derivatives exhibited almost none antifungal potency.
References provided by Crossref.org
4-Aminobenzoic Acid Derivatives: Converting Folate Precursor to Antimicrobial and Cytotoxic Agents
Sulfadiazine Salicylaldehyde-Based Schiff Bases: Synthesis, Antimicrobial Activity and Cytotoxicity
Novel Sulfamethoxazole Ureas and Oxalamide as Potential Antimycobacterial Agents
